Acta Chimica Slovaca (ACS) publishes papers on fundamental and applied aspects of chemistry, biochemistry, chemical technology, chemical engineering and process control, biotechnology and food technology. Welcome are also topics which include chemical aspects of materials, physical chemistry and chemical physics, analytical chemistry, macromolecular chemistry and biomedical engineering.

The validation of quantum chemical lipophilicity prediction of alcohols

Martin Michalík *, Vladimír Lukeš

Department of Chemical Physics, Slovak University of Technology in Bratislava, Radlinského 9, SK-812 37 Bratislava, Slovakia

E-mail: *

Abstract: The validation of octanol-water partition coefficients (logP) quantum chemical calculations is presented for 27 alkane alcohols. The chemical accuracy of predicted logP values was estimated for six DFT functionals (B3LYP, PBE0, M06-2X, wB97X-D , B97-D3, M11) and three implicit solvent models. Triple-zeta basis set 6-311++G(d,p) was employed. The best linear correlation with the experimental logP values was achieved for the B3LYP and B97-D3 functionals combined with the SMD model. On the other hand, no linearity was found when IEF-PCM or C-PCM implicit models were employed.

Keywords: Lipophilicity prediction, Validation, DFT functionals, Alcohols

Full paper in Portable Document Format: acs_0246.pdf

Acta Chimica Slovaca, Vol. 9, No. 2, 2016, pp. 89—94, DOI: 10.1515/acs-2016-0015